28748-99-4Relevant academic research and scientific papers
Discovery of 2-(1H-indazol-1-yl)-thiazole derivatives as selective EP 1 receptor antagonists for treatment of overactive bladder by core structure replacement
Atobe, Masakazu,Naganuma, Kenji,Kawanishi, Masashi,Morimoto, Akifumi,Kasahara, Ken-Ichi,Ohashi, Shigeki,Suzuki, Hiroko,Hayashi, Takahiko,Miyoshi, Shiro
, p. 1327 - 1333 (2014/03/21)
We have designed a series of potent EP1 receptor antagonists. These antagonists are a series of 2-(1H-indazol-1-yl)-thiazoles in which the core structure was replaced with pyrazole-phenyl groups. In preliminary conscious rat cystometry experiments, two representative candidates, 2 and 22, increased bladder capacity. In particular, the increase using 22 was approximately 2-fold that of the baseline. More detailed profiling of this compound and further optimization of this series promises to provide a novel class of drug for treating overactive bladder (OAB).
A simple and efficient synthesis of pyrazoles in water
Wen, Jun,Fu, Yun,Zhang, Ruo-Yi,Zhang, Ji,Chen, Shan-Yong,Yu, Xiao-Qi
supporting information; experimental part, p. 9618 - 9621 (2011/12/14)
A simple, highly efficient, and environmentally friendly method for the synthesis of substituted 1H-pyrazoles by one-pot condensation reaction of α,β-unsaturated carbonyl compounds with tosyl hydrazide in water was developed. The reaction system exhibited tolerance with various functional groups, Aromatic moiety with both electron-rich and electron-deficient substituents could give desired products in good to excellent yields.
Synthesis of hydrogenated indazole derivatives starting with α,β-unsaturated ketones and hydrazine derivatives
Nakhai, Azadeh,Bergman, Jan
experimental part, p. 2298 - 2306 (2009/07/11)
The reaction of hydrazine derivatives with α,β-unsaturated ketones, such as cyclohexenyl(phenyl)methanone and (E)-2-benzylidenecyclohexanone, were investigated. The reaction between methylhydrazine and e.g., cyclohexenyl(phenyl)methanone was particularly interesting as 3a,4,5,6,7,7a-hexahydro-1-methyl-3-phenyl-1H-indazole was obtained as the major product together with 4,5,6,7-tetrahydro-2-methyl-3-phenyl-2H-indazole as a minor product.
Utility of cyano acid hydrazide in heterocyclic chemistry: A new route for the synthesis of new 1,2,4-triazolo[1,5-a]pyridines and 1,2,4-triazolo[1,5-a]isoquinolines
Hussein, Abdel Haleem Mostafa
, p. 488 - 494 (2007/10/03)
Cyano acid hydrazide 1 was condensed with cyclohexanone in refluxing ethanolic piperidine to yield the hydrazone 4. Compound 4 reacts with arylidines 5a-i to yield the 1,2,4-triazolo[1,5-a]pyridines 7a-i. Compound 4 also reacts with mixtures of aliphatic aldehydes and different active methylene reagents to yield 1,2,4-triazolo[1,5-a]pyridines 8a-d. Similarly reaction of 4 with arylazomalononitrile to yield the triazolopyridines 10a-d. Reaction of 4 with aromatic aldehydes gives 12a-e. Compound 8a reacts with elemental sulfur to yield the thieno-1,2,4-triazolopyridine 13. This underwent cycloaddition with acrylonitrile, ω-nitrostyrene, chalcone, N-phenylmalemide, dimethylacetylenedicarboxylate and tetracyanoethylene yielding the isoquinolines 15-18. All new compounds have been characterized by their IR, 1H NMR and mass spectra.
Short syntheses of rigid acyclic or macrocyclic poly-imine ligands and their use in Ru(II), Fe(III), and alkali metal complexation
Dash, Robert,Potvin, Pierre G.
, p. 2249 - 2255 (2007/10/02)
Lipophilic derivatives of 2,6-bis(3-pyrazolyl)pyridine and 1,3-bis(3-pyrazolyl)benzene were obtained in acceptable yields by Stork reactions and transformed by N-alkylations into three pentadentates, three bis(bidentates), and one macrocyclic octadentate ligand.The parent bis(pyrazolyl)pyridine constituted a terpyridine analogue and readily formed a Ru(II) complex.By comparison of (1)H nuclear magnetic resonance patterns, it was found that the alkylations in the bis(pyrazolyl)pyridine series conferred an anti,anti conformation of the imino nitrogens.The pentadentates were then able to extract alkali metal ions into CHCl3 with only modest strength and selectivity, but the preferred extraction of Li(1+) by one of these was notable.By variation of the reaction conditions, a tri-iron(III) and a di-iron(III) complex were obtained from a bis(bidentate).
